SYNTHESIS OF DEUTERIUM-LABELED (11S,12R)[H-2(14)]-PALMITIC ACIDS AND (11R,12S)-[H-2(14)]-PALMITIC ACIDS - A FACILE ROUTE TO HIGHLY LABELED FATTY-ACIDS

被引：10

作者：

FROSSL, C ^{[1
]}

BOLAND, W ^{[1
]}

机构：

[1] UNIV KARLSRUHE,INST ORGAN CHEM,RICHARD WILLSTATTER ALLEE 2,D-76131 KARLSRUHE 1,GERMANY

来源：

TETRAHEDRON | 1993年 / 49卷 / 30期

关键词：

D O I：

10.1016/S0040-4020(01)81830-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chiral, highly deuterated palmitic acids are synthesised from 2,2'-bithienyl in three steps by two alkylations and reductive desulfurisation for the introduction of twelve deuterium atoms. The chiral building blocks are obtained from a,beta-unsaturated acids by enantiospecific reduction with broken cells of the microorganism Clostridium tyrobutyricum.

引用

页码：6613 / 6618

页数：6

共 35 条

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[25] Hydrolytic kinetic resolution of terminal mono- and bis-epoxides in the synthesis of insect pheromones:: routes to (-)-(R)- and (+)-(S)-10-methyldodecyl acetate, (-)-(R)-10-methyl-2-tridecanone, (-)-(R)-(Z)-undec-6-en-2-ol (Nostrenol), (-)-(1R,7R)-1,7-dimethylnonyl propanoate, (-)-(6R,12R)-6,12-dimethylpentadecan-2-one, (-)-(2S,11S)-2,11-diacetoxytridecane and (+)-(2S,12S)-2,12-diacetoxytridecane
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Szymanski, Pawel T.
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NATURAL PRODUCT COMMUNICATIONS, 2014, 9 (08) : 1143 - 1146
[28] Epoxide ring opening of alpha,beta-epoxysilanes with prop-2-ynyl sulfide dianion-synthesis of (11R,12S,5Z,7E,9E,14Z)-dihydroxyeicosa-5,7,9,14-tetraenoic acid
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Strangman, Wendy
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Tomas, Carmelo
Wright, Jeffrey L. C.
MOLBANK, 2016, (02)
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TETRAHEDRON LETTERS, 1989, 30 (47) : 6529 - 6532

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